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  I have a similar problem with Gracie and Holly.  I found it helpful to let Gracie go ahead on a longer leash, and keep Holly's leash really short so it forces her to heel.  That way she can't jump on Gracie or otherwise get into a tangled mess.  Another thing I discovered is, if I put Gracie in the stroller and then let Holly walk, Holly automatically heels to stay behind the wheels of the stroller.  
				__________________Gracie loves Bailey. Holly loves Tucker. Proud member of the YT Gracie Girls.
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